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Enzymatic Kinetic Resolution of Silybin Diastereoisomers

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    0350993 - MBÚ 2011 RIV US eng J - Journal Article
    Monti, D. - Gažák, Radek - Marhol, Petr - Biedermann, David - Purchartová, Kateřina - Fedrigo, M. - Riva, S. - Křen, Vladimír
    Enzymatic Kinetic Resolution of Silybin Diastereoisomers.
    Journal of Natural Products. Roč. 73, č. 4 (2010), s. 613-619. ISSN 0163-3864. E-ISSN 1520-6025
    R&D Projects: GA ČR GAP207/10/0288; GA MŠMT(CZ) LC06010; GA MŠMT OC08049
    Institutional research plan: CEZ:AV0Z50200510
    Keywords : MARIANUM MILK THISTLE * PROSTATE-CANCER * SILYMARIN
    Subject RIV: CC - Organic Chemistry
    Impact factor: 2.872, year: 2010

    In nature, the flavonolignan silybin (1) occurs as a mixture of two diastereomers, silybin A and silybin B, which in a number of biological assays exhibit different activities. A library of hydrolases (lipases, esterases, and proteases) was tested for separating the silybin A and B diastereomers by selective transcsterification or by stereoselective alcoholysis of 23-O-acetylsilybin (2). Novozym 435 proved to be the most suitable enzyme for the preparative production of both optically pure silybins A and B by enzymatic discrimination. Gram amounts of the optically pure substances can be produced within one week, and the new method is robust and readily scalable to tens of grams
    Permanent Link: http://hdl.handle.net/11104/0190842

     
     
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